Carboxylation and mitsunobu reaction of amines to give carbamates: Retention vs inversion of configuration is substituent-dependent

被引：104

作者：

Dinsmore, CJ ^{[1
]}

Mercer, SP ^{[1
]}

机构：

[1] Merck Res Labs, Dept Med Chem, W Point, PA 19486 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 17期

关键词：

D O I：

10.1021/ol0491080

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild method for the synthesis of carbamates from amino alcohols involves sequential carboxylation with carbon dioxide, followed by a Mitsunobu reaction. Unexpectedly, the stereochemical course of the Mitsunobu reaction is dependent on whether the carbamic acid intermediate is N-substituted with hydrogen (retention) or carbon (inversion).

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页码：2885 / 2888

页数：4

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